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Compound Detail

CHEMBL3128178

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O=C(Nc1ccc(C[C@@H]2CC[C@H]([C@H](O)c3cccnc3)N2)cc1)[C@@H]1CCc2scnc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3128178
Phase Preclinical
Structure Type MOL
InChI Key OYURTPRHVJSKRC-DZCCDHAISA-N
7
Targets
11
Activities
2
Assay Types
20
PK Parameters
20
Publications
0
Known Names

Molecular Properties

434.6
MW (Da)
3.60
ALogP
6
HBA
3
HBD
87.1
PSA (Ų)
0.55
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H26N4O2S
MW 434.57
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.54

Activity Summary

IC50 6 meas. best 6.38
EC50 5 meas. best 8.87

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-3 adrenergic receptor
CHEMBL246
 EC50 8.87 8.86 1.4 2
Beta-3 adrenergic receptor
CHEMBL3124732
 EC50 8.7 8.7 2.0 1
Beta-3 adrenergic receptor
CHEMBL4400
 EC50 8.3 8.3 5.0 1
Beta-3 adrenergic receptor
CHEMBL4031
 EC50 7.56 7.56 27.6 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 6.38 6.38 420.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.21 5.21 6100.0 2
Cytochrome P450 2D6
CHEMBL289
 IC50 4.1 4.1 78800.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 10.0 mL.min-1.kg-1 Canis lupus familiaris
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 205.0 mL.min-1.kg-1 Macaca mulatta
CL 15.0 mL.min-1.kg-1 Rattus norvegicus
CL 36.0 mL.min-1.kg-1 Macaca mulatta
CL 33.0 mL.min-1.kg-1 Rattus norvegicus
CL 27.0 mL.min-1.kg-1 Canis lupus familiaris
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 15.0 mL.min-1.kg-1 Rattus norvegicus
CL 10.0 mL.min-1.kg-1 Canis lupus familiaris
CL 205.0 mL.min-1.kg-1 Macaca mulatta
F 8.0 % Macaca mulatta
F 67.0 % Canis lupus familiaris
F 41.0 % Rattus norvegicus
Fu 1.0 - Macaca mulatta
Fu 0.7 - Canis lupus familiaris
Fu 0.19 - Rattus norvegicus
T1/2 6.0 hr Canis lupus familiaris
T1/2 2.0 hr Macaca mulatta
T1/2 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-3 adrenergic receptor EC50 = 1.36 nM 8.87 Agonist activity at human beta-3 adrenergic receptor expressed in CHO cells asse... 24437735
Beta-3 adrenergic receptor EC50 = 1.4 nM 8.85 Agonist activity at human beta3 adrenergic receptor expressed in CHO cells asses... 26709102
Beta-3 adrenergic receptor EC50 = 2.0 nM 8.7 Agonist activity at rhesus monkey beta-3 adrenergic receptor expressed in CHO ce... 24437735
Beta-3 adrenergic receptor EC50 = 5.0 nM 8.3 Agonist activity at dog beta-3 adrenergic receptor expressed in CHO cells assess... 24437735
Beta-3 adrenergic receptor EC50 = 27.6 nM 7.56 Agonist activity at rat beta-3 adrenergic receptor expressed in CHO cells assess... 24437735
Sodium-dependent serotonin transporter IC50 = 422.0 nM 6.38 Inhibition of human SERT expressed in HEK293 cells incubated for 30 mins prior t... 24437735
Sodium-dependent serotonin transporter IC50 = 420.0 nM 6.38 Inhibition of human SERT expressed in HEK293 cells preincubated for 30 mins foll... 26709102
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 6100.0 nM 5.21 Inhibition of human ERG 24437735
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 6100.0 nM 5.21 Binding affinity to human ERG channel 26709102
Cytochrome P450 2D6 IC50 = 78800.0 nM 4.1 Inhibition of CYP2D6 in human liver microsomes assessed as dextromethorphan O-de... 24437735
Cytochrome P450 2D6 IC50 = 79000.0 nM 4.1 Inhibition of CYP2D6 in human liver microsomes assessed as dextraomethorphan O-d... 26709102

Literature References

PubMed DOI Target Context # Activities
24437735 10.1021/jm4017224 Beta-3 adrenergic receptor 8
24437735 10.1021/jm4017224 Plasma 6
24437735 10.1021/jm4017224 Rattus norvegicus 5
26709102 10.1021/acs.jmedchem.5b01372 Liver microsome 3
24437735 10.1021/jm4017224 Canis familiaris 3
24437735 10.1021/jm4017224 Rhesus monkey 3
24437735 10.1021/jm4017224 Liver microsome 3
24437735 10.1021/jm4017224 Unchecked 2
26709102 10.1021/acs.jmedchem.5b01372 Plasma 2
26709102 10.1021/acs.jmedchem.5b01372 Beta-3 adrenergic receptor 2
24437735 10.1021/jm4017224 ADMET 2
24437735 10.1021/jm4017224 Sodium-dependent serotonin transporter 1
24437735 10.1021/jm4017224 Cytochrome P450 2C9 1
24437735 10.1021/jm4017224 Cytochrome P450 3A4 1
24437735 10.1021/jm4017224 Cytochrome P450 2D6 1
24437735 10.1021/jm4017224 Beta-1 adrenergic receptor 1
24437735 10.1021/jm4017224 Beta-2 adrenergic receptor 1
24437735 10.1021/jm4017224 Voltage-gated inwardly rectifying potassium channel KCNH2 1
24437735 10.1021/jm4017224 Voltage-dependent L-type calcium channel subunit alpha-1C 1
24437735 10.1021/jm4017224 Sodium channel protein type 5 subunit alpha 1

Data from ChEMBL 36 via Core Engine